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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70643Generated: October 28, 2026

Water → HCID 58452509, compound

https://huagongshe.com/reaction/70643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant(5R)-5-[(E)-2-(4-tert-butylphenyl)-2-{5-(difluoromethoxy)-6-[(4-methoxybenzyl)oxy]-pyridin-2-yl}ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-oneHCID 67400919—
SolventChloroformHCID 6212—
ProductHCID 58452509HCID 5845250931.4%

Reaction Conditions

Temperature65 °C

Reaction Steps

Water (0.4 mL) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (1.72 g) were added to a solution of (5R)-5-[(E)-2-(4-tert-butylphenyl)-2-{5-(difluoromethoxy)-6-[(4-methoxybenzyl)oxy]-pyridin-2-yl}ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one (511 mg) in chloroform (8 mL), and the mixture was stirred at 65° C. for 16 hours. Water was added to the reaction solution. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→1:1→chloroform:methanol=1:0→95:5→9:1) to give the title compound as a colorless oil (96 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-3e50b27580ac4901b4dfa94127c97c6b
Source noteuspto-grants-2014_09